"Hey everyone!" Brady shouted, "I got five dollars to anyone that can make this little pecker squirt!"
Sam was stunned. There's no way anyone would actually go along with this, right?
"Hey, I got ten dollars to see that!" Owen joined in.
Suddenly other kids piped up, throwing money at Brady saying, "Yeah, make him squirt! It's probably his first time! Hahaha!"
Pretty soon Brady had almost a hundred dollars in his hand, with naked Sam still straddling free between his and Owen's shoulders.
"Woah! This is a fat stack of cash! We can't let just anyone have it. You gotta make him squirt in ten seconds or it's someone else's turn!" Brady waved the cash at the crowd. "Who wants to play?"
Sam looked at the crowd with worried eyes. No one had ever touched his little penis before, let alone made him cum. The whole idea started to make his little shy guy get all stiff. Sam's little penis head started poking out from his foreskin, glistening with precum.
The crowd pointed and laughed. "No way! He's already getting hard! This is gonna be easy!
Sam looked down and saw his tiny pecker sticking straight out. His face turned completely red. His blushing checks burned as he struggled to get free from Brady and Owen. It was no use. His twisting just made his tiny cock flap back and forth, slapping his legs. Everyone laughed even more as the nude boy wiggled around with his boner.
"Alright, I'll give it a shot. I could use some money!" It was Cammy. She was one of the cutest girls in school. Not too preppy, but very smart and full of confidence. She stepped right in front of Sammy's little boyhood, waiting.
Three more kids stepped up. Two more girls and one boy, Trevor. Trevor was around Sam's age and had a secret crush on him. He couldn't pass up this opportunity to fondle Sam's crotch rocket.
"Alright, that's enough! One of you lucky four will get the prize! But first, you got ten seconds to score the squirt!"
"Any rules?" Cammy had a few tricks but didn't want to use her best on Sam first. She knew it'd take him a few rounds at least.
"Only use two fingers and your thumb. I mean, that's all that can really fit on Sam's little nub anyway!" The crowd roared with laughter at Sam's face turned red again. Everyone was staring at his small dick and tiny balls. He couldn't believe this was really happening. He tried to think about something else, anything else, but then Cammy touched him.
Cammy reached up and caressed Sam's dick gently, right behind the head. She started rubbing his shaft up and down in a smooth motion, grabbing Sam's attention. Sam looked down, watching this hot girl stroke his meat. He felt his dick get harder. If felt really good.
"Times up!" Next girl try your luck!"
The next two girls repeated what Cammy did, slow and steady on Sam's cock. Then it was Trevor's turn. He kept his fingers on top of Sam's little weiner head and put his thumb underneath. He pulled it out expertly, yanking Sam's foreskin all the way up over the tip.
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